US333034A - Beecht - Google Patents
Beecht Download PDFInfo
- Publication number
- US333034A US333034A US333034DA US333034A US 333034 A US333034 A US 333034A US 333034D A US333034D A US 333034DA US 333034 A US333034 A US 333034A
- Authority
- US
- United States
- Prior art keywords
- acid
- new
- parts
- water
- acids
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000002253 acid Substances 0.000 description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 150000008049 diazo compounds Chemical class 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 159000000000 sodium salts Chemical class 0.000 description 8
- 235000011149 sulphuric acid Nutrition 0.000 description 8
- 239000001117 sulphuric acid Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 4
- IQZPDFORWZTSKT-UHFFFAOYSA-N nitrosulphonic acid Chemical class OS(=O)(=O)[N+]([O-])=O IQZPDFORWZTSKT-UHFFFAOYSA-N 0.000 description 4
- 229940091292 Alo Drugs 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- 229960000819 Sodium Nitrite Drugs 0.000 description 2
- 235000015450 Tilia cordata Nutrition 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- FCQJEPASRCXVCB-UHFFFAOYSA-N flavianic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FCQJEPASRCXVCB-UHFFFAOYSA-N 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
- 150000002828 nitro derivatives Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Definitions
- Our invention has the object to produce a IO new color-producing acid; and it consists of a new naphtholdisnlphonic acid, as will be hereinafter described and claimed.
- the naphthylaminesulphonic acid which 0 forms asodium salt which is not easily soluble in water, is used for producing our new colorproducing acid, and is separated from the naphthy-laminesulphonic acid which produces a sodium salt easilysolu'ble in water.
- This naphthylaminesulphonic acid is converted into the diazo compound by a solution of sodium nitriteinthefollowing manner: We dissolve in two thousand parts of water two hundred and forty-five parts of said not-easily- 40 soluble sodium salt of naphthy1aminesulphonic acid, and add to this solution two hundred and fifty parts of sulphuric acid of 50? Baum.
- the diazo compound is introduced into a boiling liquid composed of one thousand parts of water and one hundred and fifty parts of sulphuric acid of 50 Baum and boiled for several hours, whereby the diazo compound is broken up and a new oxysulphonic acid 5 5 (naphtholsulphonic acid) is produced.
- This new alphanaphtholmonosulphonic acid is the raw material for the production of the colorproducing naphtholdisulphonic acid.
- this naphtholdisulphonic acid we take one part'of the'abovedescribed naphtholmonosulphonic acid and add to it gradually from two to three parts of sulphuric acid of 66 Baum. The mass is then heated over a water bath at a temperature of from 80 to 6 90 centigrade for about one hour, until all the monosulphonic acid is converted into disulphonic acid, which operation is completed when the mass is entirely soluble in water. The whole is then poured into water, and the 70 sodium salt is produced by any wellknown method, and may be used directly for producing coloring matter.
- Our new naphtholdisulphonic acid is an alpha acid, and shows characteristic differences 7 5 from all hitherto-known naphtholdisulphonic acids-such, for instance, as the betanaphtholdisulphonic acid described in Letters Patent of the United State's N 0. 210,233, granted N ovember 26, 1878, to H. Baum, which will not form any nitro compounds.
- Our new naphtholdisulphonic acid forms, when treated with nitric acid, a beautiful yellow dyestufl', which consists of a naphtholmononitromonosulphonic acid, and which forms beautiful dye-stuffs with diazo compounds.
- This newnaphtholmononitromonosulphonic acid cannot be confounded with the yellow dye-stuffs produced by Caro and Levinstein, which consists of alphanaphtholdio nitromonosulphonic acids, and do not produce dye-stuffs with diazo compounds.
- the former is much greenerin shade than our not; easily soluble in water, substantiallyasset 10 yellow, and the latter is much more reddish forth.
Description
.UNITED STAT S HEINRICH VOLLBRECHT AND CARL MENSCHING, OF BUFFALO, NEW YORK,
ASSIGNORS TO THE SCHOELLKOPF ANILINE AND CHEMICAL COMPANY,
OF SAME PLACE.
MANUFACTURE OF COLOR-PRODUCING ACIDS.
SPECIFICATION forming part of Letters Patent No. 333.034, dated December 22, 1885.
Application filed October 3, 1884.
I all whom it may concern:
Be it known that we, HEINRICH VoLL- BRECHT and CARL 1\ /IENSOHING, both of the city of Bufl'alo, in the county of Erie and State 5 of New York, have invented anew and useful Improvement in the Manufacture of Color- Producing Acids, of which the following isa specification.
Our invention has the object to produce a IO new color-producing acid; and it consists of a new naphtholdisnlphonic acid, as will be hereinafter described and claimed.
In practicing this invention we' mix one hundred parts, by weight, of the lime salt of alphanaphthalinemonosulphonic acid, which acid is made in the well-known manner, with two hundred parts of sulphuric acid of 66 Baum. We then add to this mixtureslowly forty-five parts of nitric acid 'of 40 Baum at I a temperature of. from 90 to 100 centigrade,
whereby two new nitromonosulphonic acids are formed. These-acids are converted into their amido compounds by any suitable and well-known method, which conversion results in two new naphthylaminesulphonic acids. These last mentioned acids are easily separated, owing to the unequal solubility of their salts in water.
The naphthylaminesulphonic acid, which 0 forms asodium salt which is not easily soluble in water, is used for producing our new colorproducing acid, and is separated from the naphthy-laminesulphonic acid which produces a sodium salt easilysolu'ble in water. 3 5 This naphthylaminesulphonic acid is converted into the diazo compound by a solution of sodium nitriteinthefollowing manner: We dissolve in two thousand parts of water two hundred and forty-five parts of said not-easily- 40 soluble sodium salt of naphthy1aminesulphonic acid, and add to this solution two hundred and fifty parts of sulphuric acid of 50? Baum. \Ve then cool the solution to 6 centigrade, and add slowly a solution containing sixty-nine parts of sodium-nitrite in six hundred and ninety parts of water. While this solution is added the diazo compound is deposited in the form'of yellow crystals. The
Serial No. 144,652. (Specimens.l
mixture is then allowed to rest for several hours. The diazo compound is introduced into a boiling liquid composed of one thousand parts of water and one hundred and fifty parts of sulphuric acid of 50 Baum and boiled for several hours, whereby the diazo compound is broken up and a new oxysulphonic acid 5 5 (naphtholsulphonic acid) is produced. This new alphanaphtholmonosulphonic acid is the raw material for the production of the colorproducing naphtholdisulphonic acid.
In producing this naphtholdisulphonic acid we take one part'of the'abovedescribed naphtholmonosulphonic acid and add to it gradually from two to three parts of sulphuric acid of 66 Baum. The mass is then heated over a water bath at a temperature of from 80 to 6 90 centigrade for about one hour, until all the monosulphonic acid is converted into disulphonic acid, which operation is completed when the mass is entirely soluble in water. The whole is then poured into water, and the 70 sodium salt is produced by any wellknown method, and may be used directly for producing coloring matter.
Our new naphtholdisulphonic acid is an alpha acid, and shows characteristic differences 7 5 from all hitherto-known naphtholdisulphonic acids-such, for instance, as the betanaphtholdisulphonic acid described in Letters Patent of the United State's N 0. 210,233, granted N ovember 26, 1878, to H. Baum, which will not form any nitro compounds.
Our new naphtholdisulphonic acid forms, when treated with nitric acid, a beautiful yellow dyestufl', which consists of a naphtholmononitromonosulphonic acid, and which forms beautiful dye-stuffs with diazo compounds. This newnaphtholmononitromonosulphonic acid cannot be confounded with the yellow dye-stuffs produced by Caro and Levinstein, which consists of alphanaphtholdio nitromonosulphonic acids, and do not produce dye-stuffs with diazo compounds.
Our new naphtholmononiti 0m )nosulphonic acid stands as to shade between the naphthol yellow made by Caro and Levinstein 5 and the crocein-yellow patented by Bayer.
The former is much greenerin shade than our not; easily soluble in water, substantiallyasset 10 yellow, and the latter is much more reddish forth.
and not; as brilliant. Witness our hands this 30th day of August,
We claim as our invention- 1884. As a new article of manufacture, a color- HEINRICH VOLLBREGHT. producing acid consisting of the herein-de- CARL MENSCHING. scribed new naphtholdisulphonic acid, being Witnesses: a. derivative of the herein-described naphthyl- O. F. GEYER,
aminesnlphonic acid, whose sodium salt is JNO. J. BONNER.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US333034A true US333034A (en) | 1885-12-22 |
Family
ID=2402134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US333034D Expired - Lifetime US333034A (en) | Beecht |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US333034A (en) |
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0
- US US333034D patent/US333034A/en not_active Expired - Lifetime
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